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A short synthesis of (+)-β-lycorane by asymmetric conjugate addition cascadeA short synthesis of (+)-β-lycorane by asymmetric conjugate addition cascadeAA00861787 |
"/Nishimura, Katsumi/"Nishimura, Katsumi ,
"/Fukuyama, Naoshi/"Fukuyama, Naoshi ,
"/Yasuhara, Tomohisa/"Yasuhara, Tomohisa ,
"/Yamashita, Mitsuaki/"Yamashita, Mitsuaki ,
"/Sumiyoshi, Takaaki/"Sumiyoshi, Takaaki ,
"/Yamamoto, Yasutomo/"Yamamoto, Yasutomo ,
"/Yamada, Ken-ichi/"Yamada, Ken-ichi ,
"/Tomioka, Kiyoshi/"Tomioka, Kiyoshi
71
(
39
)
, pp.7222
-
7226 , 2015-09-30 , Elsevier Ltd.
ISSN:0040-4020
NCID:AA00861787
Description
The chiral diether ligand-controlled asymmetric conjugate addition of organolithiums to nona-2, 7-dienedioate and subsequent intramolecular conjugate addition of the enolate intermediate gave all-trans trisubstituted cyclohexanes with high ee and yields. Using this methodology, an efficient short asymmetric total synthesis of (+)-β-lycorane was accomplished in 33% overall yield through five steps from the dienedioate.
Full-Text
http://repository.kulib.kyoto-u.ac.jp/dspace/bitstream/2433/201854/1/j.tet.2015.03.014.pdf